Product Name

  • Name

    Olsalazine

  • EINECS 605-089-5
  • CAS No. 15722-48-2
  • Article Data10
  • CAS DataBase
  • Density 1.557 g/cm3
  • Solubility 11.49ug/L(25 oC)
  • Melting Point >300 °C(Solv: acetic acid (64-19-7); water (7732-18-5))
  • Formula C14H10N2O6
  • Boiling Point 653.233 °C at 760 mmHg
  • Molecular Weight 302.243
  • Flash Point 348.863 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 15722-48-2 (Olsalazine)
  • Hazard Symbols Xi
  • Synonyms Benzoicacid, 3,3'-azobis[6-hydroxy- (9CI);C.I. Mordant Yellow 5 (8CI);Salicylicacid, 5,5'-azodi- (6CI);3,3'-Azobis(6-hydroxybenzoic acid);3,3'-Dicarboxy-4,4'-dihydroxyazobenzene;5,5'-Azobis(salicylic acid);5,5'-Azodisalicylic acid;Azodisal;
  • PSA 139.78000
  • LogP 2.90960

Synthetic route

olsalazine methyl ester
101351-60-4

olsalazine methyl ester

olsalazine
15722-48-2

olsalazine

Conditions
ConditionsYield
With water; sodium hydroxide at 90 - 95℃; for 2h;97.6%
With sodium hydroxide
3,3'-azo[bis(6-hydroxybenzoic acid)] disodium salt

3,3'-azo[bis(6-hydroxybenzoic acid)] disodium salt

olsalazine
15722-48-2

olsalazine

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 0.0833333h; pH=Ca.0;90%
2-chloro-5-nitrobenzoic acid
2516-96-3

2-chloro-5-nitrobenzoic acid

olsalazine
15722-48-2

olsalazine

Conditions
ConditionsYield
With sodium hydroxide; zinc beim Erhitzen der erhaltenen 4.4'-Dichlor-azobenzol-dicarbonsaeure-(3.3') mit Kupfer und wss. Natronlauge auf 150grad;
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

olsalazine
15722-48-2

olsalazine

Conditions
ConditionsYield
With pyridine; chromium chloride bei der Diazotierung des erhaltenen Komplexes und anschliessenden Umsetzung mit Salicylsaeure;
Multi-step reaction with 3 steps
1: sulfuric acid / 75 - 80 °C
2: acetic acid / 20 °C
3: water; sodium hydroxide / 2 h / 90 - 95 °C
View Scheme
Multi-step reaction with 4 steps
1: sulfuric acid / 75 - 80 °C
2: oxone||potassium monopersulfate triple salt / dichloromethane; water / 2 h / 20 °C
3: acetic acid / 20 °C
4: water; sodium hydroxide / 2 h / 90 - 95 °C
View Scheme
6,6'-dihydroxy-3,3'-azo-di-benzoic acid diethyl ester

6,6'-dihydroxy-3,3'-azo-di-benzoic acid diethyl ester

olsalazine
15722-48-2

olsalazine

Conditions
ConditionsYield
With potassium hydroxide
salicylic acid
69-72-7

salicylic acid

diazotized. 6-chloro-3-amino-benzoic acid

diazotized. 6-chloro-3-amino-benzoic acid

olsalazine
15722-48-2

olsalazine

Conditions
ConditionsYield
With sodium hydroxide; copper(I) sulfate; copper(II) sulfate at 140℃;
ethyl 5-amino-2-hydroxybenzoate
62773-65-3

ethyl 5-amino-2-hydroxybenzoate

olsalazine
15722-48-2

olsalazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; hydrogen peroxide
2: aqueous KOH-solution
View Scheme
methyl salicylate
119-36-8

methyl salicylate

olsalazine
15722-48-2

olsalazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaNO2; aqueous ethanol
2: aq. NaOH solution
View Scheme
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

salicylic acid
69-72-7

salicylic acid

olsalazine
15722-48-2

olsalazine

Conditions
ConditionsYield
Stage #1: 5-Aminosalicylic Acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h;
Stage #2: salicylic acid With sodium hydroxide In water for 1h; Cooling with ice;
With hydrogenchloride; sodium nitrite In water at 0℃;
methyl 5-amino-2-hydroxybenzoate
42753-75-3

methyl 5-amino-2-hydroxybenzoate

olsalazine
15722-48-2

olsalazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid / 20 °C
2: water; sodium hydroxide / 2 h / 90 - 95 °C
View Scheme
Multi-step reaction with 3 steps
1: oxone||potassium monopersulfate triple salt / dichloromethane; water / 2 h / 20 °C
2: acetic acid / 20 °C
3: water; sodium hydroxide / 2 h / 90 - 95 °C
View Scheme
methyl 2-hydroxy-5-nitrobenzoate
17302-46-4

methyl 2-hydroxy-5-nitrobenzoate

olsalazine
15722-48-2

olsalazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid / 20 °C
2: water; sodium hydroxide / 2 h / 90 - 95 °C
View Scheme
butanoic acid anhydride
106-31-0

butanoic acid anhydride

olsalazine
15722-48-2

olsalazine

3,3'-azobis(6-hydroxybenzoic acid)dibutyrate

3,3'-azobis(6-hydroxybenzoic acid)dibutyrate

Conditions
ConditionsYield
at 81 - 82℃; for 2h;95.7%
olsalazine
15722-48-2

olsalazine

C14H8N2O6(2-)*Ca(2+)

C14H8N2O6(2-)*Ca(2+)

Conditions
ConditionsYield
With calcium(II) nitrate tetrahydrate; sodium hydroxide In water at 90℃; Reagent/catalyst; Solvent;85.1%
4,4'-bipyridine
553-26-4

4,4'-bipyridine

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

olsalazine
15722-48-2

olsalazine

water
7732-18-5

water

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

3C14H6N2O6(4-)*6Zn(2+)*4H2O*4C3H7NO*3C10H8N2

3C14H6N2O6(4-)*6Zn(2+)*4H2O*4C3H7NO*3C10H8N2

Conditions
ConditionsYield
at 115℃; for 72h;80%
olsalazine
15722-48-2

olsalazine

C14H6N2O6(4-)*2Mg(2+)

C14H6N2O6(4-)*2Mg(2+)

Conditions
ConditionsYield
With magnesium(II) nitrate hexahydrate In ethanol; N,N-dimethyl-formamide at 120℃; for 24h; Sealed tube;80%
3-aminopropyltriethoxysilane
919-30-2

3-aminopropyltriethoxysilane

olsalazine
15722-48-2

olsalazine

C23H31N3O8Si

C23H31N3O8Si

Conditions
ConditionsYield
Stage #1: olsalazine With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 20h; Inert atmosphere;
Stage #2: 3-aminopropyltriethoxysilane In tetrahydrofuran for 24h; Inert atmosphere;
80%
1,3-dibutanoyloxy-2-propanol
17364-00-0

1,3-dibutanoyloxy-2-propanol

olsalazine
15722-48-2

olsalazine

C36H46N2O14

C36H46N2O14

Conditions
ConditionsYield
Stage #1: 1,3-dibutanoyloxy-2-propanol; olsalazine With dmap In dichloromethane at 0℃; for 0.333333h;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 22 - 25℃; for 16h;
49.5%
cisplatin
15663-27-1

cisplatin

olsalazine
15722-48-2

olsalazine

C14H18N6O6Pt2

C14H18N6O6Pt2

Conditions
ConditionsYield
With sodium carbonate; silver nitrate In N,N-dimethyl-formamide at 20℃; for 24h; Darkness;49%
C26H34N4O5
1259528-75-0

C26H34N4O5

olsalazine
15722-48-2

olsalazine

C40H42N6O10
1259528-76-1

C40H42N6O10

Conditions
ConditionsYield
Stage #1: olsalazine With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: C26H34N4O5 In N,N-dimethyl-formamide at 20℃; for 24h;
45%
olsalazine
15722-48-2

olsalazine

acetic anhydride
108-24-7

acetic anhydride

6,6'-diacetoxy-3,3'-azo-di-benzoic acid

6,6'-diacetoxy-3,3'-azo-di-benzoic acid

chromium potassium sulfate dodecahydrate

chromium potassium sulfate dodecahydrate

olsalazine
15722-48-2

olsalazine

Cr(3+)*C14H7N2O6(3-)*2H2O={CrC14H7N2O6(H2O)2}

Cr(3+)*C14H7N2O6(3-)*2H2O={CrC14H7N2O6(H2O)2}

Conditions
ConditionsYield
In sodium hydroxide addn. of hot aq. soln. of chromium alum to boiling soln. of 5.5'-azosalicylic acid in aq. NaOH, boiling react.-soln. for 3 h;; pptn., washing with large amt. of hot H2O, drying at 70 °C;;
C36H40N4O5
1259528-78-3

C36H40N4O5

olsalazine
15722-48-2

olsalazine

C50H48N6O10
1259528-72-7

C50H48N6O10

Conditions
ConditionsYield
Stage #1: olsalazine With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: C36H40N4O5 In N,N-dimethyl-formamide at 20℃; for 24h;
olsalazine
15722-48-2

olsalazine

A

5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

B

C43H45N5O7
1259528-71-6

C43H45N5O7

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h / 20 °C
1.2: 24 h / 20 °C
2.1: sodium dithionite / water / 1 h / 37 °C / pH 5 / aq. buffer
View Scheme
olsalazine
15722-48-2

olsalazine

C50H48N6O10
1259528-70-5

C50H48N6O10

Conditions
ConditionsYield
Stage #1: olsalazine With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: NapFFK In N,N-dimethyl-formamide at 20℃; for 24h;
olsalazine
15722-48-2

olsalazine

iron(II) chloride

iron(II) chloride

C14H6N2O6(4-)*2Fe(2+)

C14H6N2O6(4-)*2Fe(2+)

Conditions
ConditionsYield
Stage #1: olsalazine; iron(II) chloride With methanol In N,N-dimethyl-formamide at 100℃; for 16h; Glovebox; Sealed tube;
Stage #2: at 120℃; Glovebox; Sealed tube;
cobalt(II) nitrate hexahydrate

cobalt(II) nitrate hexahydrate

olsalazine
15722-48-2

olsalazine

C14H6N2O6(4-)*2Co(2+)

C14H6N2O6(4-)*2Co(2+)

Conditions
ConditionsYield
In ethanol; N,N-dimethyl acetamide; water at 100℃; for 24h; Sealed tube;
nickel(II) nitrate hexahydrate

nickel(II) nitrate hexahydrate

olsalazine
15722-48-2

olsalazine

C14H6N2O6(4-)*2Ni(2+)

C14H6N2O6(4-)*2Ni(2+)

Conditions
ConditionsYield
In ethanol; water at 100℃; for 24h; Sealed tube;
copper(II) nitrate pentahydrate

copper(II) nitrate pentahydrate

olsalazine
15722-48-2

olsalazine

C14H6N2O6(4-)*2Cu(2+)

C14H6N2O6(4-)*2Cu(2+)

Conditions
ConditionsYield
In ethanol; water at 100℃; for 24h; Sealed tube;
zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

olsalazine
15722-48-2

olsalazine

C14H6N2O6(4-)*2Zn(2+)

C14H6N2O6(4-)*2Zn(2+)

Conditions
ConditionsYield
In ethanol; N,N-dimethyl acetamide at 100℃; for 24h; Sealed tube;
olsalazine
15722-48-2

olsalazine

C14H6N2O6(4-)*Ca(2+)*2H(1+)

C14H6N2O6(4-)*Ca(2+)*2H(1+)

Conditions
ConditionsYield
Stage #1: olsalazine With water; sodium hydroxide
Stage #2: With calcium(II) nitrate tetrahydrate at 90℃;

Olsalazine Chemical Properties

Molecular Structure of Olsalazine (CAS NO.15722-48-2):

IUPAC Name: 5-[(2Z)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]-2-hydroxybenzoic acid 
Empirical Formula: C14H10N2O6
Molecular Weight: 302.239
H bond acceptors: 8
H bond donors: 4
Freely Rotating Bonds: 6
Polar Surface Area: 139.78 Å2
Index of Refraction: 1.678
Molar Refractivity: 73.187 cm3
Molar Volume: 194.099 cm3
Surface Tension: 68.71 dyne/cm
Density: 1.557 g/cm3
Flash Point: 348.863 °C
Enthalpy of Vaporization: 101.121 kJ/mol
Boiling Point: 653.233 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
InChI
InChI=1/C14H10N2O6/c17-11-3-1-7(5-9(11)13(19)20)15-16-8-2-4-12(18)10(6-8)14(21)22/h1-6,17-18H,(H,19,20)(H,21,22)/b16-15+
Smiles
c1cc(\N=N\c2cc(c(cc2)O)C(O)=O)cc(C(O)=O)c1O
Classification Code: Analgesics; Analgesics, Non-Narcotic; Anti-Inflammatory Agents; Anti-Inflammatory Agents, Non-Steroidal; Antirheumatic Agents; Drug / Therapeutic Agent; Gastrointestinal Agents; Human Data; Peripheral Nervous System Agents; Sensory System Agents

Olsalazine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 1714mg/kg/34W (1714mg/kg) KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS American Journal of Medicine. Vol. 100, Pg. 238, 1996.

Olsalazine Specification

  Olsalazine , with CAS number of 15722-48-2, can be called 3,3'-Azobis(6-hydroxybenzoic acid) ; 5,5'-Azobis(salicylic acid) ; Azodisal ; C.I. Mordant Yellow 5 ; Dipentium ; Salicylic acid, 5,5'-azodi- ; Rasal .

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View